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Remarkable stability of tetrabenzo[,,,]fluorenyl ammonium salts in water: syntheses, reactions, and crystal structures

Deprotonation of 8b H -tetrabenzo[ a , c , g , i ]fluorene (8b H -Tbf), an extremely large benzannulated cyclopentadienyl derivative, by [NR 3 R′][OH] (R = n Bu, Et; R′ = n Bu, Et, Bn) leads to a series of Tbf ammonium salts of the type [NR 3 R′][Tbf]. These cyclopentadienide analogs were smoothly i...

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Published in:Dalton transactions : an international journal of inorganic chemistry 2016-01, Vol.45 (3), p.185-192
Main Authors: Frey, Okko N, Stalling, Timo, Schlüter, Florian, Saak, Wolfgang, Schmidtmann, Marc, Haase, Detlev, Beckhaus, Rüdiger
Format: Article
Language:English
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Summary:Deprotonation of 8b H -tetrabenzo[ a , c , g , i ]fluorene (8b H -Tbf), an extremely large benzannulated cyclopentadienyl derivative, by [NR 3 R′][OH] (R = n Bu, Et; R′ = n Bu, Et, Bn) leads to a series of Tbf ammonium salts of the type [NR 3 R′][Tbf]. These cyclopentadienide analogs were smoothly isolated from a hydrous medium and structurally characterized by single X-ray diffraction. Subsequent reactions demonstrate the high potential of derivatization by converting the presented [Tbf] anions into functionalized Tbf compounds. Deprotonation of 8b H -tetrabenzo[ a , c , g , i ]fluorene (8b H -Tbf), a large benzannulated cyclopentadienyl derivative, by [NR 3 R′][OH] (R = n Bu, Et; R′ = n Bu, Et, Bn) leads to a series of Tbf ammonium salts of the type [NR 3 R′][Tbf].
ISSN:1477-9226
1477-9234
DOI:10.1039/c5dt04137f